JP3190465B2 - Stable liquid products containing fat-soluble substances - Google Patents

Abstract

Stable fluid preparations contain as essential ingredients a) at least one finely dispersed physiologically tolerated fat-soluble substance as disperse phase, b) glycerol or glycerol mixed with water as external phase, with use of c) esters of ascorbic acid with long-chain fatty acids as emulsifier and stabiliser. r

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a novel liquid formulation of a fat-soluble substance and to a method for producing the product. Such physiologically acceptable preparations are used in particular for liquid foods and feeds.

[0002]

BACKGROUND OF THE INVENTION Physiologically effective fat-soluble substances must be dispersed and finely dispersed in water so that they are easily absorbed by the body. In general, suitable products are prepared by emulsifying a fat-soluble or edible oil-soluble substance in an aqueous phase containing a protective colloid and optionally containing an emulsifier. The protective colloid surrounds the fat-soluble phase, stabilizes the dispersion and causes the required dispersibility in water. The substances often used as protective colloids are gelatin, gum arabic, dextrin, starch and other natural substances. Common to all of these is that they are microbiologically perishable and generally can only be stored over a long period of time in dry form unless preservatives are added to the formulation. However, the addition of preservatives is often undesirable. For this reason, a drying step is often carried out after dispersion, even if the aim is to use the product in a liquid medium and thus a liquid formulation may be advantageous because of the ease of mixing.

[0003] One possibility for avoiding spoilage of the product is to add high concentrations of sugar to the aqueous phase.
German Patent No. 2,363,534 describes the production of liquid vitamin and carotenoid products containing the corresponding sugars using a physiologically acceptable emulsifier for stabilization, such as lecithin or ascorbyl palmitate. I have. However, a disadvantage of this type of product is that the sugar or sugar alcohol tends to crystallize, for example, when the product is stored at low temperatures, which causes undesirable heterogeneity. Moreover, good flow properties are not always guaranteed due to the high content of sugars or sugar alcohols. These disadvantages can be avoided by using a liquid, physiologically acceptable polyalcohol, such as glycerin, as the continuous phase.

EP 0 361 928 describes a process for the preparation of extremely fine emulsions having a glycerin / water mixture as the continuous phase. The emulsifier is a phospholipid or a nonionic emulsifier. The emulsions described in the examples only change over a period of three months.

Other patents which describe the use of polyalcohols in emulsions containing carotenoids or vitamins include alcohols such as ethanol (JP 47-25220), nonionic emulsifiers, For example, polyglycerin fatty acid ester, (JP-B-61-260860) or both (JP-B-60-260)
-000419) must be additionally used.

However, alcohols and nonionic emulsifiers are not preferred for many formulations, especially foodstuffs, or are generally not approved for use in foodstuffs.
JP-B-58-128141 further describes a process for producing carotenoid emulsions based on glycerin or other polyhydric alcohols and used for filling soft gelatin capsules. The emulsifiers used in the examples are likewise nonionic emulsifiers, and the relatively low active substance content is regarded as another disadvantage.

[0007]

Accordingly, an object of the present invention is to provide a liquid product which contains a fat-soluble substance, is stable for a long period of time (6 months or more), and does not have the above-mentioned disadvantages. Met.

[0008]

The object of the invention is to provide, as essential components: a) at least one finely dispersed, physiologically acceptable fat-soluble substance as a disperse phase; b) a mixture with glycerin or water as a continuous phase. Glycerin and c) ascorbic acid esters having long-chain fatty acids as emulsifiers and stabilizers.

[0009] Suitable physiologically acceptable fat-soluble substances are, for example, fat-soluble vitamins A, D, E or K and carotenoids such as canthaxanthin, astaxanthin, zeaxanthin, lycopene, apocarotinal and especially β-carotene. Carotenoids are extremely naturally occurring pigments that are present in extremely fine particulate form in many foods and impart a unique color to them. Therefore, in addition to the commonly known provitamin A effect, it is also important as a food, feed and pharmaceutical industrial colorant. Colors obtained with high concentrations of carotenoid products (eg, 10% dry powder) generally range from orange to red.
The products according to the invention, which contain high concentrations of β-carotene, are distinguished by a shiny yellow hue, which is desired for a wide variety of foods, as well as by a high tinting strength. Thus, suitable fat-soluble substances are glycerides of polyunsaturated fatty acids, such as, for example, wheat oil, sunflower oil, corn oil and the like, or mixtures of said oils. Ultimately, all liposoluble substances that act physiologically in the human or animal body and are generally insoluble in water and thus processed into emulsions or powders dispersible in water are very generally Suitable as a component of the product.

[0010] The concentration of the physiologically acceptable fat-soluble substance is usually from 1 to 50%, preferably from 10 to 50% by weight of the product.
４０40%, more preferably 20-30%. However, β-carotene, which is poorly soluble in nature, is usually present in a concentration of 1 to 20%, preferably 5 to 15%, by weight of the product.

The amount of glycerin is generally from 99 to 50%, preferably from 80 to 60%, based on the weight of the product, but the glycerin is partly based on a weight ratio of glycerin: water of from 100: 0. Water can be exchanged within the range of 50:50.

Particularly advantageous esters of ascorbic acid are
Esters of C ₁₆ -C ₁₈ -fatty acids, in particular ascorbyl palmitate.

Further, the emulsifying action of ascorbyl palmitate can be further enhanced by the formation of salts, especially alkali metal salts, generally by the addition of caustic soda solution, usually in a 0.5-1 molar amount, to form the sodium salt. Can be enhanced.

[0014] Ascorbyl palmitate is a physiologically acceptable emulsifier that is widely used in the food and feed industries, further has an antioxidant effect, and enhances the stability of carotenoids and various vitamins. The antioxidant effect can be further increased, as is known, by additionally mixing tocopherol with the fat-soluble phase.

The products according to the invention can be manufactured in a customary manner, for example by emulsifying a fatty phase containing the active substance in a glycerin phase.

The dispersion has a high stability even in aqueous systems, for example beverages having an acidic pH. Another advantage of the products according to the invention is that they show only a slight turbidity at high fat-soluble substance content required for certain food products.

The particle size in the dispersed phase is less than 5 μm, especially 0.5
It is less than μm. Fat-soluble substances for achieving the object of the present invention are, in particular, fat-soluble vitamins such as vitamins A, D,
Fats and carotenoids consisting of E and K and polyunsaturated fatty acids.

The ratio of the oil phase containing the active substance to the other substances present in the product is generally from 1:99 to 50: 5.
0, depending on the properties of the fat-soluble substance to be dispersed and the demand for homogeneous and fine dispersion.

The novel stable liquid products are easy and accurate for adding vitamins to liquid foods or feeds, or in the case of β-carotene, for coloring beverages, for example fruit flavored drinks. Very suitable for compounding.

[0020]

Next, the present invention will be described in detail with reference to the following examples.

Example 1 A 1000 ml beaker was charged with 450 g of glycerin, 4.8 g of a 3M sodium hydroxide solution was added, and the mixture was heated to 75 ° C. in a water bath. Ascorbyl Palmitate 6
g was then added and the mixture was stirred with a magnetic stirrer until an almost clear solution. Homogenizer (eg Ultra
turrax®) in the solution for 5 minutes.
205 g of L-α-tocopherol was emulsified.

The resulting emulsion is cooled to 30 ° C.
The mixture was subsequently homogenized by passing once through a high-pressure homogenizer at 800 bar. The emulsion had an average particle size of 0.2 μm and a tocopherol acetate content of 30%.

Example 2 Analogously to Example 1, a mixture consisting of 480 g of glycerin, 3.2 g of a 3M sodium hydroxide solution, 4 g of ascorbyl palmitate and 130 g of vitamin A palmitate was initially charged with 6 g.
Emulsified at 0 ° C. for 5 minutes. The emulsion was then added to 40
C. and homogenized by passing once through an 800 bar high pressure homogenizer. An emulsion having an average particle size of 0.3 μm and an active substance content of 20% vitamin A palmitate was obtained.

Example 3 Analogously to Example 1, a mixture consisting of 450 g of glycerin, 4.8 g of 3M sodium hydroxide solution, 6 g of ascorbyl palmitate and 205 g of sunflower oil was first emulsified at 60 ° C. for 5 minutes. The emulsion is subsequently cooled to 30 ° C.
One pass through an 800 bar high pressure homogenizer was homogenized. An emulsion having an average particle size of 0.3 μm and an oil content of 30% was obtained.

Example 4 a) 56 g of distilled water and 5.6 g of 3M sodium hydroxide solution
It was placed in a 00 ml beaker and heated to 60 ° C. in a water bath. Then 7 g of ascorbyl palmitate was added and the mixture was stirred with a magnetic stirrer until a nearly clear solution was obtained.

B) 385 g of glycerin were heated to 60 ° C. in a water bath and slowly mixed with the solution prepared in a) using a magnetic stirrer.

C) 75 g of β-carotene, 5.6 g of α-tocopherol and 166 g of fractionated coconut oil (Troi
500 ml of Huels Miglyol (R) 810)
Was heated to 185 ° C. in an oil bath and stirred with a paddle-type stirrer for 25 minutes while dissolving β-carotene.

D) The solution prepared in c) was emulsified for 2 minutes in a solution prepared in b) using a homogenizer (eg Ulltraturrax®). The obtained emulsion is
C. and then homogenized by passing once through a high-pressure homogenizer at 800 bar.

The resulting emulsion has an average particle size of 0.2
It had a μm and a β-carotene content of 10.4%.

──────────────────────────────────────────────────続 き Continuation of the front page (51) Int.Cl. ⁷ Identification symbol FI A23L 2/00 A23D 9/00 514 (56) References JP-A-63-192715 (JP, A) JP-A-47-25220 ( JP, A) JP-A-62-2748 (JP, A) JP-A-62-106837 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A23L 1/035-2/00 A23D 9/00 A23K 1/16 WPI (DIALOG)

Claims (1)

(57) [Claims] 1. As a main component: a) As a dispersed phase, vitamin A, D, E or K or
Its derivatives, carotenoids and polyunsaturated fatty acids
1 to 50% by weight of at least one finely dispersed, physiologically acceptable liposoluble substance selected from cerides , b) as a continuous phase, for liquid products, glycerin or
Is glycerin / water 99 in a ratio of 100: 0 to 50:50.
The 50 mass%, c) as an emulsifier and stabilizer, ascorbyl palmitate
A stable liquid product characterized by containing using a liquid.